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izvor podataka: crosbi

Regioselective epimerisation of cis-3-Amino-4-oxo-azetidine-2-sulphonic acid and synthesis of monocyclic β-lactams (CROSBI ID 86335)

Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija

Cerić, Helena ; Kovačević, Miće ; Šindler-Kulyk, Marija Regioselective epimerisation of cis-3-Amino-4-oxo-azetidine-2-sulphonic acid and synthesis of monocyclic β-lactams // Tetrahedron, 56 (2000), 24; 3985-3993. doi: 10.1016/s0040-4020(00)00298-2

Podaci o odgovornosti

Cerić, Helena ; Kovačević, Miće ; Šindler-Kulyk, Marija

engleski

Regioselective epimerisation of cis-3-Amino-4-oxo-azetidine-2-sulphonic acid and synthesis of monocyclic β-lactams

A novel procedure for the regioselective epimerisation of cis-3-amino-4-oxo-azetidine-2-sulphonic acid (3-AAA)into the trans-isomer is described. It was found that a compolete inversion of C-3 configuration of the cis-3-AAA takes place during the formation of a Schiff base. The cleavage of the imine bond of the Schiff base in methanol resulted in the generation of trans-3-AAA in good yield. Here is also described a preparation of novel cis- and trans-monobactams with an amidosulphonic acid group on azetidinone nitrogen.

azetidinones ; epimerisation ; imines ; sydnones

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Podaci o izdanju

56 (24)

2000.

3985-3993

objavljeno

0040-4020

1464-5416

10.1016/s0040-4020(00)00298-2

Povezanost rada

Kemija

Poveznice
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